N-(5-methyl-3-oxocyclohex-1-en-1-yl)-3,5-bis(trifluoromethyl)benzamide

ID: ALA5187575

PubChem CID: 164887491

Max Phase: Preclinical

Molecular Formula: C16H13F6NO2

Molecular Weight: 365.27

Names and Identifiers

Canonical SMILES:  CC1CC(=O)C=C(NC(=O)c2cc(C(F)(F)F)cc(C(F)(F)F)c2)C1

Standard InChI:  InChI=1S/C16H13F6NO2/c1-8-2-12(7-13(24)3-8)23-14(25)9-4-10(15(17,18)19)6-11(5-9)16(20,21)22/h4-8H,2-3H2,1H3,(H,23,25)

Standard InChI Key:  FQYYLUWOYDBKPV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    0.7160    0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4306    0.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    0.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425   -0.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4322   -1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7160   -0.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013    0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7131    0.2056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013    1.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    1.4438    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5717    0.2060    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5717    1.0313    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278    0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425    0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8570    0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8570    1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425    1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278    1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425    2.6812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5717    0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4322   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1469   -2.2686    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7178   -2.2686    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4322   -2.6812    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  1  7  1  0
  7  8  1  0
  7  9  2  0
  3 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  8 14  1  0
 15 14  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 14 19  2  0
 18 20  2  0
 16 21  1  0
  5 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5187575

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 365.27

Molecular Weight (Monoisotopic): 365.0850

AlogP: 4.34

#Rotatable Bonds: 2

Polar Surface Area: 46.17

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.78

CX Basic pKa: ┄

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -0.47

References

1. Amaye IJ, Jackson-Ayotunde PL, Martin-Caraballo M..  (2022)  Evaluation of potential anticonvulsant fluorinated N-benzamide enaminones as T-type Ca²⁺ channel blockers.,  65  [PMID:35537326] [10.1016/j.bmc.2022.116766]

Source

Source(1):

• Scientific Literature